EP0290065B1 - Nahrungsmittel- oder Getränkezusammensetzung mit geänderter Geschmackszusammenstellung - Google Patents

Nahrungsmittel- oder Getränkezusammensetzung mit geänderter Geschmackszusammenstellung Download PDF

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Publication number
EP0290065B1
EP0290065B1 EP88200666A EP88200666A EP0290065B1 EP 0290065 B1 EP0290065 B1 EP 0290065B1 EP 88200666 A EP88200666 A EP 88200666A EP 88200666 A EP88200666 A EP 88200666A EP 0290065 B1 EP0290065 B1 EP 0290065B1
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European Patent Office
Prior art keywords
fatty acid
sucrose fatty
acid ester
food
composition according
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EP88200666A
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English (en)
French (fr)
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EP0290065A2 (de
EP0290065A3 (en
Inventor
Thimothy B. Guffey
Sherry R. Talkington
Susan S. Abe
Marko D. Mijac
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Procter and Gamble Co
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Procter and Gamble Co
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Priority claimed from US07/175,004 external-priority patent/US4880657A/en
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Publication of EP0290065A3 publication Critical patent/EP0290065A3/en
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Classifications

    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23G—COCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF
    • A23G9/00—Frozen sweets, e.g. ice confectionery, ice-cream; Mixtures therefor
    • A23G9/32—Frozen sweets, e.g. ice confectionery, ice-cream; Mixtures therefor characterised by the composition containing organic or inorganic compounds
    • A23G9/327—Frozen sweets, e.g. ice confectionery, ice-cream; Mixtures therefor characterised by the composition containing organic or inorganic compounds characterised by the fatty product used, e.g. fat, fatty acid, fatty alcohol, their esters, lecithin, glycerides
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23D—EDIBLE OILS OR FATS, e.g. MARGARINES, SHORTENINGS, COOKING OILS
    • A23D7/00—Edible oil or fat compositions containing an aqueous phase, e.g. margarines
    • A23D7/01—Other fatty acid esters, e.g. phosphatides
    • A23D7/013—Spread compositions
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23D—EDIBLE OILS OR FATS, e.g. MARGARINES, SHORTENINGS, COOKING OILS
    • A23D7/00—Edible oil or fat compositions containing an aqueous phase, e.g. margarines
    • A23D7/015—Reducing calorie content; Reducing fat content, e.g. "halvarines"
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23D—EDIBLE OILS OR FATS, e.g. MARGARINES, SHORTENINGS, COOKING OILS
    • A23D9/00—Other edible oils or fats, e.g. shortenings, cooking oils
    • A23D9/007—Other edible oils or fats, e.g. shortenings, cooking oils characterised by ingredients other than fatty acid triglycerides
    • A23D9/013—Other fatty acid esters, e.g. phosphatides
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23G—COCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF
    • A23G9/00—Frozen sweets, e.g. ice confectionery, ice-cream; Mixtures therefor
    • A23G9/32—Frozen sweets, e.g. ice confectionery, ice-cream; Mixtures therefor characterised by the composition containing organic or inorganic compounds
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23G—COCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF
    • A23G9/00—Frozen sweets, e.g. ice confectionery, ice-cream; Mixtures therefor
    • A23G9/32—Frozen sweets, e.g. ice confectionery, ice-cream; Mixtures therefor characterised by the composition containing organic or inorganic compounds
    • A23G9/34—Frozen sweets, e.g. ice confectionery, ice-cream; Mixtures therefor characterised by the composition containing organic or inorganic compounds characterised by carbohydrates used, e.g. polysaccharides
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23G—COCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF
    • A23G9/00—Frozen sweets, e.g. ice confectionery, ice-cream; Mixtures therefor
    • A23G9/44—Frozen sweets, e.g. ice confectionery, ice-cream; Mixtures therefor characterised by shape, structure or physical form
    • A23G9/48—Composite products, e.g. layered, laminated, coated, filled
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23G—COCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF
    • A23G2200/00—COCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF containing organic compounds, e.g. synthetic flavouring agents
    • A23G2200/06—COCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF containing organic compounds, e.g. synthetic flavouring agents containing beet sugar or cane sugar if specifically mentioned or containing other carbohydrates, e.g. starches, gums, alcohol sugar, polysaccharides, dextrin or containing high or low amount of carbohydrate

Definitions

  • the present invention relates to the area of foods and beverages, and in particular foods and beverages containing sucrose fatty acid esters.
  • U.S. Patent 3,600,186 of Mattson et al., issue August 17, 1971 discloses low calorie fat-containing food compositions wherein from 10% to 100% of the total fat is a sugar or sugar alcohol polyester having at least 4 fatty acid ester groups, with each fatty acid having from 8 to 22 carbon atoms.
  • the polyesters are said to be useful as a partial or complete replacement for normal triglyceride fat in salad or cooking oils, or plastic shortenings for use in frying, cake making, and bread making.
  • U.S. Patent 4,461,782 of Robbins et al. discloses baked products comprising from 12% to 60% of a nonabsorbable, nondigestible liquid polyol polyester and from 25% to 85% microcrystalline cellulose or a mixture of microcystalline cellulose and flour, in a weight ratio of cellulose:flour of at least 1:1.
  • the preferred polyol polyesters are said to be sucrose hexaoleate, sucrose heptaoleate, and sucrose octaoleate.
  • U.S. Patent 4,034,083 of Mattson discloses vitamin-fortified polyol polyesters used in pharmaceutical compositions or foods for treating and/or preventing hypercholesterolemia
  • U.S. Patent 4,055,195 of Jandacek discloses liquid polyol polyesters combined with anti-anal leakage agents.
  • the polyesters are said to be useful as a partial or complete replacement for normal triglyceride fats in a salad or cooking oil; in plastic shortenings for use in frying, cake making, and bread making; or in mayonnaise, margarine, or dairy products.
  • European Patent Application 236,288 of Bernhardt, published September 9, 1987 discloses low calorie fat materials having a particular rheology and liquid/solid stability.
  • Preferred fat materials are sucrose fatty acid esters.
  • the fat materials are disclosed as being useful as a replacement for triglyceride fat in a wide variety of food and beverage products, for example, baked goods, shortening and oil products, dairy products, meat products, sweet goods, nut spreads, and sauces.
  • U.S. Patent 4,626,441 of Wolkstein discloses dietetic frozen desserts containing aspartame and sucrose fatty acid esters. Examples include ice cream, ice milk, frozen yogurt, sherbert, tofuti, and sorbet.
  • the present invention relates to food or beverage compositions having an altered flavor display.
  • the compositions comprise:
  • the flavor of a food or beverage product is defined by three flavor characteristics: aromatic components (as perceived with the sense of smell), taste components (salty, sweet, sour, bitter), and chemical feeling components (astringency, metallic, cooling, etc.).
  • Food product flavor can be further classified and quantitated by the type of flavor characteristics displayed, the intensities of the characteristics, and the time release of these characteristics. Two products having similar flavor characteristics and intensities can be differentiated if the rate of release of the characteristics is different.
  • a flavor profile is composed of several parts. These include (1) the total amount of flavor released, (2) the maximum intensity of flavor, (3) the time it takes to perceive this maximum flavor intensity, (4) the lag time, or time it takes to first perceive the flavor, (5) and the total length of time flavor is perceived.
  • sucrose fatty acid ester-containing food or beverage compositions have a flavor display that is different from the display present when the compositions contain only triglyceride fat.
  • the flavor display is changed in several ways:
  • the overall flavor intensity (amplitude) of butter flavored and cheddar cheese flavored pie crust is heightened by the sucrose esters.
  • the overall flavor intensity is lower in sucrose ester-containing ice cream and mayonnaise products versus the conventional triglyceride fat products with the same flavor level.
  • the order of the flavor components in the flavor profile is perceived as markedly different in the following products: margarine, mayonnaise, ice cream, chocolate frosting, and chocolate milkshakes.
  • Diacetyl and vanillin flavors for example, are heightened, and chocolate, saltiness, vinegar, and eggy notes are suppressed.
  • a food or beverage composition according to the present invention comprises:
  • the fat phase of the present compositions comprises from 5% to 95% of a particular kind of sucrose fatty acid ester.
  • the sucrose fatty acid esters of the present invention are esterified with at least four fatty acid groups. These compounds are prepared by reacting a sucrose with fatty acid as discussed below.
  • the sucrose starting material must be esterified on at least four of the hydroxyl groups with a fatty acid containing from 8 to 22 carbon atoms, and preferably from 14 to 18 carbon atoms.
  • fatty acids examples include caprylic, capric, lauric, myristic, myristoleic, palmitic, palmitoleic, stearic, oleic, ricinoleic, linoleic, linolenic, eleostearic, arachidic, arachidonic, behenic, and erucic acid.
  • the fatty acids can be derived from naturally occurring or synthetic fatty acids; they can be saturated or unsaturated, including positional and geometrical isomers.
  • the fatty acids esterified to the sucrose molecule are of mixed chain length to achieve the rheology and stability properties required herein.
  • sucrose esters containing four or more fatty acid ester groups has the additional benefit of providing reduced calorie foods and beverages, because these esters are substantially non-digestible by the human body.
  • the sucrose fatty acid esters of the present invention have a non-Newtonian plastic rheology at 100°F (37.8°C).
  • the sucrose fatty acid eaters have a yield stress of not less than 15 N/m2 (150 dynes/cm2), but less than 250 N/m2 (2500 dynes/cm2) and a viscosity of not less than 15 poise (1,5 Pa.s) at 100°F (37.8°C) after 10 minutes of steady shear at 10 sec ⁇ 1.
  • the esters also have a liquid/solid stability of not less than 50% at 100°F (37.8°C), and preferably not less than 90%.
  • the esters can be described as being very viscous and plastic. The liquid portion of the esters does not readily separate from the solid portion.
  • the sucrose fatty acid eaters can be a single type of ester or a mixture of esters. It is not critical that each type of ester has the above-mentioned physical properties as long as the sucrose esters as a whole have these physical properties.
  • Viscosity and yield stress are known rheological properties and can be measured by use of an instrument such as a plate and cone viscometer (e.g., a Ferranti-Shirley viscometer, manufactured by Ferranti Electric, Inc., 87 Modular Ave., Commack, NY 11725). Additional details are provided below under the Analytical Methods section. The basics of rheology are discussed in Idson, "Rheology: Fundamental Concepts," Cosmetics and Toiletries, Vol. 93, pp. 23-30 (July 1978).
  • sucrose fatty acid eaters used herein must also have an octaester content of at least 75%, preferably at least 80%, and most preferably at least 85%. Esters having a lower octaester content were found to be ineffective in altering the flavor display of foods and beverages. Octaester content is measured by any standard method.
  • sucrose fatty acid esters of the present invention comprise not more than 50% of the total food or beverage composition, preferably not more than 35% and most preferably from 3% to 15%.
  • the present sucrose fatty acid eaters are intermediate melting esters having an iodine value between 25 and 55, preferably between 36 and 55.
  • Iodine value often seen as "I.V.”, is well known in oil technology and is a measure of the degree of saturation or unsaturation of a fat material's fatty acids. In general, the higher the I.V. the lower the melting point of the material, and vice versa. Iodine value is measured by the standard Wijs titration.
  • sucrose fatty acid esters suitable for use herein can be prepared by a variety of methods known to those skilled in the art. These methods include: transesterification of the sucrose with methyl, ethyl or glycerol fatty acid esters using a variety of catalysts; acylation of the sucrose with a fatty acid chloride; acylation of the sucrose with a fatty acid anhydride; and acylation of the sucrose with a fatty acid, per se.
  • the preparation of polyol fatty acid esters is described in U.S. Patent Nos. 3,963,699; 4,517,360; and 4,518,772.
  • sucrose fatty acid esters suitable for use herein is the esterification of sucrose with methyl esters of a fully hydrogenated soy oil (I.V. 8) and a partially hydrogenated soy oil (I.V. 107) blended in a 45:55 ratio.
  • blends of two types of methyl esters can be used where one type is derived from an oil having an I.V. not more than about 12, and the other type is derived from an oil having an I.V. between 90 and 130.
  • sucrose fatty acid esters suitable for use herein are esters made by esterifying sucrose with a blend of partially and nearly completely hardened soybean oil methyl esters, for example, esters having the following properties: (1) octaester content 84.5%; SFC at 50°F (10°C) of 71.8, at 70°F (21°C) of 64.2 at 80°F (27°C) of 51.1, at 92°F (33°C) of 33.2, and at 105°F (41°C) of 9.5; fatty acid composition of 11.5% C16, 54.2% C18, 17.9% C 18:1 , 14.2% C 18:2 , 1% C 18:3 , 0.5% C20, and 0.3% C22; and I.V.
  • the fat phase of the present food or beverage compositions also comprises from 5% to 95% triglyceride fat, preferably from 33% to 90%, and most preferably from 65% to 90%. It has been found that the flavor display benefits of the present invention are optimized when the food or beverage compositions contain a high percentage of triglyceride fat compared to the percentage of sucrose fatty acid ester. Preferably, the ratio of sucrose fatty acid ester to triglyceride fat is not more than 2:1, more preferably not more than 1:1, and most preferably not more than 1:2.
  • triglycerides of straight chain or branched chain, saturated or unsaturated, monocarboxylic acids having from 10 to 28 carbon atoms Suitable sources of such oils include: 1) vegetable fats and oils such as soybean, corn, sunflower, rapeseed, low erucic acid rapeseed, canola, cottonseed, olive, safflower and sesame seed; 2) meat fats such as tallow or lard; 3) marine oils; 4) nut fats and oils such as coconut, palm, palm kernel, or peanut; 5) milkfat, butterfat; and 6) cocoa butter and cocoa butter substitutes such as shea, or illipe butter.
  • vegetable fats and oils such as soybean, corn, sunflower, rapeseed, low erucic acid rapeseed, canola, cottonseed, olive, safflower and sesame seed
  • meat fats such as tallow or lard
  • marine oils 4) nut fats and oils such as coconut, palm, palm
  • the triglyceride fats can be processed with one or more of the following processes: hydrogenation, winterization, dewaxing, interesterification, etc. Any standard processing method can be used to make the triglycerides.
  • the fat phase of the present compositions can be comprised of other fat ingredients besides the triglycerides and particular sucrose fatty acid esters mentioned hereinabove.
  • these other fat ingredients comprise from 0% to 30% of the fat phase, and most preferably from 0% to 10%.
  • the other fat ingredients can be comprised of fatty acids, fatty alcohols, or esters of such acids and alcohols.
  • the other fat ingredients can also be other noncaloric or reduced calorie fats, such as branched chain fatty acid triglycerides, triglycerol ethers, polycarboxylic acid esters, sucrose polyethers, neopentyl alcohol esters, silicone oils/siloxanes, and dicarboxylic acid esters.
  • Other fat materials useful in the fat phase are medium chain triglycerides, highly esterified polyglycerol esters, acetin fats, plant sterol esters, polyoxyethylene esters, jojoba esters, mono-diglycerides of fatty acids, and mono-diglycerides of short-chain dibasic acids.
  • polyol fatty acid polyesters other than the particular sucrose fatty acid esters described hereinabove can also be used as other fat ingredients in the fat phase of the present invention.
  • Preferred polyol fatty acid polyesters are other sugar fatty acid polyesters, sugar alcohol fatty acid polyesters, and polyglycerol fatty acid polyesters, and mixtures thereof.
  • the sugar fatty acid polyesters and sugar alcohol fatty acid polyesters preferably contain from 4 to 8 hydroxyl groups. These include sucrose fatty acid esters outside the definition of those comprising 5% to 95% of the fat phase, for example esters having an octaester content less than 75%, an iodine value not between 25 and 55, or a rheology or liquid/solid stability outside the definition given hereinabove. Liquid or hardstock sucrose fatty acid esters do not fall within the above definition, but can be used as part of the fat phase.
  • Liquid sucrose fatty acid esters have an iodine value between 70 and 130. These sucrose esters are of the same general type as those described above (i.e., at least four fatty acid groups with 8 to 22 carbons per fatty acid). However, at least half of the fatty acids of the liquid sucrose esters are unsaturated. Oleic and linoleic acids, and mixtures thereof, are preferred.
  • sucrose and other polyol fatty acid esters suitable for use herein include sucrose tetraoleate, sucrose pentaoleate, sucrose hexaoleate, sucrose heptaoleate, sucrose octaoleate, glucose tetraoleate, the glucose tetraesters of soybean oil fatty acids (unsaturated), the mannose tetraesters of mixted soybean oil fatty acids, the galactose tetraesters of oleic acid, the arabinose tetraesters of linoleic acid, xylose tetralinoleate, galactose pentaoleate, sorbitol tetraoleate, the sorbitol hexaesters of unsaturated soybean oil fatty acids, xylitol pentaoleate, and mixtures thereof.
  • Hardstock sucrose and other polyol fatty acid esters have an iodine value not more than 12.
  • the sucrose fatty acid esters are those described generally above. However, the hardstock esters generally contain fatty acids that are more saturated than unsaturated, and more longer than shorter fatty acid chains.
  • Typical examples of hardstock polyol polyesters include sucrose octastearate, sucrose octapalmitate, sucrose heptastearate, xylitol pentastearate, and galactose pentapalmitate.
  • the fat phase of the present food or beverage compositions can normally contain minor amounts by weight of optional flavorings; anti-spattering agents; anti-sticking agents; anti-oxidants. As with standard shortenings, nitrogen can also be added to the fat phase during processing.
  • the fat phase can also be fortified with vitamins and minerals, particularly the fat-soluble vitamins.
  • the fat-soluble vitamins include vitamin A, vitamin D, vitamin K, and vitamin E (tocopherol).
  • the fat phase of this invention is fortified with about 1.1 mg. d-alpha tocopheryl acetate per 1000 g sucrose fatty acid ester.
  • the use of emulsifiers with the present food or beverage compositions has been found to generally enhance the flavor display changes caused by the sucrose esters.
  • the present food or beverage compositions preferably comprise from 1% to 5% emulsifier, and more preferably from 1% to 3%.
  • Suitable emulsifiers include mono- and diglycerides, lactylated glycerides, and the lower sucrose esters.
  • a food or beverage composition according to the present invention comprises from 5% to 100% fat phase and from 0% to 95% other food or beverage ingredients, preferably from 15% to 80% fat phase and from 20% to 85% other ingredients, and most preferably from 15% to 35% fat phase and from 65% to 85% other ingredients.
  • the other ingredients can be any standard food or beverage ingredients, provided they include the flavor compounds required herein.
  • the present food or beverage compositions must contain flavor compounds that are polar or intermediate polarity. It has been found that these polar or intermediate polarity flavor compounds are affected by the present sucrose esters, while nonpolar compounds are not affected. Specifically, the flavor compounds must be at least partially soluble in water. Numerous kinds of food and beverage products will contain these flavor compounds, depending on the ingredient formulations of the products.
  • food or beverage compositions that can contain these compounds include baked goods and baked good mixes (e.g., cakes, brownies, muffins, cookies, pastries, pies, and pie crusts), shortening and oil products (e.g., shortenings, margarines, frying oils, cooking and salad oils, popcorn oils, salad dressings, and mayonnaise), foods that are fried in oil (e.g., Pringle's potato chips, corn chips, tortilla chips, other fried farinaceous snack foods, french fries, doughnuts, and fried chicken), dairy products and artificial daily products (e.g., butter, ice cream and other fat-containing frozen desserts, yogurt, and cheeses, including natural cheeses, processed cheeses, cream cheese, cottage cheese, cheese foods and cheese spread, milk, cream, sour cream, butter milk, and coffee creamer), meat products (e.g., hamburgers, hot dogs, frankfurters, wieners, sausages, bologna and other luncheon meats, canned meats, including pasta/meat
  • Food or beverage products are evaluated by 4-5 trained expert panelists using the Sensory Profile Method used within the food and beverage industry. Panelists evaluate each product and identify and define the critical set of attributes for each product. A scale is then developed to evaluate the product. This scale has a range from 0 to 3 with 1/2 unit increments.
  • a rating of 0 means the attribute is not present and a rating of 3 is the maximum intensity for that attribute.
  • the ice-cream is flavored by eating a 20-30 gram sample, while margarine and mayonnaise are spread on bread for evaluation.
  • Time Intensity Profiling was used to profile the flavor display of chocolate frosting and butter flavored pie crusts. This method involves the correlation of the intensity of flavor perceived over time to the intensity of computer induced sound heard through headphones worn by the panelist.
  • panelists As soon as the sample is placed into the mouth, panelists turn on the computer and use a hand dial to adjust the level of sound they hear in the headphones. As the panelists eat the sample, they adjuste the sound in proportion to the intensity of flavor they perceive. The panelists evaluate the sample until flavor is no longer perceived, even after the food has been swallowed.
  • the data for each panelist is recorded by computer and statistical analysis is conducted on the combined data.
  • a panel of 8-17 people were used to evaluate the frostings. These panelists were screened for sensory acuity and were trained to evaluate foods.
  • each panelist was given an odor jar to smell. This jar contained the flavor compounds to be assessed. This serves to familiarize the panelist with the flavor component to be evaluated in the frosting. Before flavoring each sample, panelists cleared their palates by eating an unsalted saltine cracker and drinking some water. Samples were served to panelists in a counter balanced order.
  • Each panelist tasted about 5 grams of frosting and rated the sample using a standard 150 mm (six inch) line scale for each of the following attributes:
  • sucrose fatty acid ester is heated until it completely melts and is thoroughly mixed. Ten grams of the melted sample is weighed into a preheated 20 ml glass vial. The sample is then allowed to recrystallize at 100°F ⁇ 5°F (37.8°C ⁇ 3°C) for 24 hours. After the 24 hour time period has elapsed, the sample is taken to the viscometer and the viscosity and yield stress are measured.
  • a Ferranti-Shirley viscometer equipped with a 600 gm torque spring is used for the viscosity and yield stress measurements of the polyol polyester.
  • a cone is put into place, and the viscometer temperature is adjusted to 100°F (37.8°C).
  • the chart recorder is calibrated, and the gap between the cone and plate is set.
  • the cone speed is checked, and the cone and plate temperatures are equilibrated to 100°F (37.8°C).
  • the panel controls are set. Sufficient sample is placed between the plate and the cone so that the gap is completely filled.
  • the temperature is allowed to stabilize at 100°F (37.8°C) for about 30 seconds, and then the cone rotation and recording are started.
  • Viscosity is measured at 10 seconds ⁇ 1 after 10 minutes of steady shear.
  • Yield stress is measured at zero time and is the stress required to achieve deformational flow.
  • sucrose fatty acid ester sample is heated until it completely melts and is thoroughly mixed.
  • the sample is then poured into Beckman #344062 4.4 ml. centrifuge tubes.
  • the tubes are immediately transferred to a 100°F + 5°F (37.8°C ⁇ 3°C) constant temperature room and allowed to recrystallize undisturbed for 24 hours.
  • the samples are then centrifuged at 60.000 rpm for one hour at 100°F (37.8°C) (the centrifuge and centrifuge head is previously equilibrated at 100°F [37.8°C]).
  • the force on the samples is 486,000 G's.
  • the liquid/solid stability is then calculated as follows:
  • the polarity of the flavor compounds in the present food and beverage compositions is intended to describe the charge asymmetry of the flavor compounds.
  • Asymmetrical molecules have centers of positive and negative charge which do not coincide, giving rise to a permanent dipole moment.
  • the dipole moment of a compound can be quantitated by experimental measurements and calculation. These standard techniques are discussed in physical chemistry texts such as by Castellan, "Physical Chemistry”. pp. 461-462, 469-470 (May 1966).
  • the dipole moment value of a compound expresses the polarity of the compound. The greater the dipole moment, the greater the polarity of the compound. Greater polarity of a compound may result in increased water solubility.
  • Two margarines are prepared, one containing triglycerides and a second containing sucrose fatty acid esters in addition to triglycerides.
  • the margarine compositions are as follows: Triglyceride Margarine Sucrose Fatty Acid Ester & Triglyceride Margarine Liquid Soybean Oil 50.0000% 39.0000% Intermediate Melting Sucrose Fatty Acid Esters 33.5000 Sucrose Fatty Acid Ester Hardstock (I.V.
  • the intermediate melting sucrose fatty acid esters were made from a blend of partially hardened soybean oil (I.V. 107) methyl esters and nearly completely hardened soybean oil (I.V. 8) methyl esters in about a 55:45 ratio.
  • the octaester content of the sucrose esters was 93.9%, the iodine value was 44.5, the yield stress was about 54 N/m2 (540 dynes/cm2), the viscosity was 54 poise, and the liquid/solid stability was 94%.
  • sucrose fatty acid esters intermediate melting and hardstock
  • partially hydrogenated vegetable oil and monoglyceride emulsifier are heated in a kettle to about 160°F (71°C).
  • the flavorings, vitamins, and liquid soybean oil are added.
  • the dry ingredients are milled together in a mill or mixer and are dissolved in boiling water to form a slurry. This slurry is added to the melted oils, cooled to 80°F (27°C), and homogenized.
  • the product is packaged and tempered at 70°F (21°C) for at least 18 hours and then placed at 40°F (4°C) for an additional 24 hours.
  • sucrose fatty acid ester-containing margarine differences include: postponed perception of salty and sour flavors; suppression of cheesy flavor below the threshold perception limit, and earlier perception of a sweet flavor.
  • the intensity of salty flavor is also suppressed.
  • Triglyceride Ice Cream Sucrose Fatty Ester and Triglyceride Ice Cream Cream (40% fat) 36.708% 15.830% Milk (3.4% fat) 13.938 24.890 Liquid Sugar 14.934 14.934 Water 11.946 13.863 Condensed Skim Milk 11.250 11.250 Intermediate Melting Sucrose Fatty Acid Ester - 8.000 Sweetened Whole Condensed Milk 4.978 4.978 Corn Syrup 2.987 2.987 Egg Yolks (10% sugared) 1.493 1.493 Sucrose 0.996 0.996 Gelatin 0.199 0.199 Polysorbate 60 0.058 0.058 Monoglyceride Emulsifier 0.058 0.058 Carrageenan 0.015 0.015 Vitamin E 0.009 Vanilla 0.400 0.400 Colorant 0.040 0.040
  • sucrose, carrageenan, and liquid sugar together.
  • Combine the carrageenan mix, gelatin mix, and all remaining ingredients the milks, cream, corn syrup, egg yolks, sucrose fatty acid ester, polysorbate 60, emulsifier, and vitamins) in a vat pasteurizer. Heat the mix to 165°F (74°C) for 30 minutes, then homogenized at 13.8/3.4 MPa (2000/500 PSI). Slowly cool the mix to 80-90°F (27-32°C). Store overnight at 40°F (4°C). Add colorant and vanilla to mix and then freeze with desired overrun (amount of included air). Pack product and store at 0°F (-18°C) or colder.
  • the type of flavors perceived and the order of flavor display are different for the ice cream prepared with sucrose fatty acid ester compared to the ice cream prepared with only triglycerides.
  • the overall flavor amplitude is significantly lower for the sucrose fatty acid ester ice cream, and vanillin (a major component of vanilla) is perceived instead of vanilla as in the triglyceride ice cream.
  • vanillin a major component of vanilla
  • sour flavor is postponed, drying occurs earlier, and eggy flavor is eliminated.
  • Chocolate frostings are prepared with two shortenings, a first shortening containing only triglyceride fat and a second shortening containing sucrose fatty acid esters in addition to triglycerides.
  • the compositions of the shortenings are as follows: Triglyceride Shortening Sucrose Fatty Acid Ester & Triglyceride Shortening Liquid Soybean Oil (I.V. 107) 58.0% 58.0% Intermediate Melting Soybean Oil (I.V. about 43) 35.5 Palm Hardstock (I.V. ⁇ 4) 6.5 6.5 Intermediate Melting Sucrose Fatty Acid Ester (I.V. about 43) 35.5
  • the intermediate melting sucrose ester was made from a blend of partially hardened soybean oil (I.V. 107) methyl esters and nearly completely hardened soybean oil (I.V. 8) methyl esters in about a 55:45 ratio.
  • the octaester content of the sucrose ester was 84.7%, its iodine value was 47.8, its yield stress was 65.7 N/m2 657 dynes/cm2), its viscosity was 43.1 poise, and its liquid/solid stability was 98%.
  • the shortenings are prepared by melting all ingredients together. These ingredients are then plasticized by cooling them to about 52°F (11°C) in a mixer. The shortening is packed into cans, sealed with nitrogen, and tempered at 85°F (29°C) for 48 hours.
  • the chocolate frosting recipe is as follows: Ingredient Percent Baker's Unsweetened Chocolate 14.1% Shortening (either triglyceride or sucrose fatty acid ester plus triglyceride) 15.1 Powdered sugar 62.7 Salt 0.6 Water 7.5
  • the frostings are prepared as follows: Melt chocolate. Blend shortening and melted chocolate together using a mixer. Add half of sugar, salt and mix about 30 seconds on medium-high speed. Add water and the remaining sugar: blend on medium-high for one minute.
  • the frosting made with shortening containing sucrose fatty acid ester is perceived to have significantly less total chocolate flavor and the duration of time chocolate flavor is perceived is significantly shorter than the frosting prepared with the triglyceride shortening.
  • the below table shows these differences.
  • the time to perceive the maximum intensity of chocolate flavor is significantly shorter in the frosting prepared with shortening containing sucrose fatty acid ester than with the frosting prepared with triglyceride shortening.
  • Pie crusts are prepared with two different butter flavored shortenings, a first shortening containing only triglyceride fat and a second shortening containing sucrose fatty acid esters in addition to triglycerides.
  • the compositions of these shortenings and the method of preparation is the same as in Example 3. 123.0 ppm of butter flavor is added to each shortening.
  • the pie crust recipe is as follows: Ingredient Percent Shortening (either triglyceride or sucrose fatty acid ester plus triglyceride) 33.4% Flour 50.4 Salt 0.9 Water 15.3
  • the pie crusts are prepared as follows: Using a pastry blender, cut shortening into flour and salt until mixture resembles small peas. Add 1/3 of water and mix with a fork. Repeat until all the water has been added. Mix dough with a fork until a ball is formed. Spread 1/4 to 1/2 teaspoon of flour on wax paper. Roll dough out onto paper. Bake at 425°F (218°C) for 15 minutes in a 230 mm (9") glass pie plate.
  • Frostings were prepared, one containing triglycerides and the second containing sucrose fatty acid esters in addition to triglycerides.
  • the method of preparation is the same as described in Example 3, but the compositions are as follows:
  • the intermediate melting sucrose fatty acid ester was the same as in Example 3.
  • Single component flavor compounds were added in equal amounts to each of these frosting formulations for the purpose of determining if the polarity of the flavor compound affected flavor perception.
  • Polar, intermediate-polarity, and nonpolar flavor compounds were tested.
  • the flavors were added by diluting them in triglyceride fat and melting them with the other shortening ingredients.
  • Vanillin a polar flavor compound, was evaluated in the triglyceride frosting and the frosting containing sucrose fatty acid esters and triglycerides. Each frosting contained only the vanillin flavor at a level of 287.8 ppm.
  • the frosting prepared with sucrose fatty acid esters had a significantly higher intensity of vanillin than the triglyceride frosting even though each frosting contained the same amount of vanillin.
  • sucrose fatty acid ester frosting had a shorter time to initially perceive vanillin and a long vanillin retention than the triglyceride frosting.
  • Diacetyl an intermediate-polarity flavor compound, was evaluated in the triglyceride frosting and the sucrose fatty acid ester plus triglyceride frosting. Each frosting contained only the diacetyl flavor at a level of 38.37 ppm and was prepared in the same manner as described in Example 5a.
  • the frosting prepared with sucrose fatty acid esters had a signficiantly higher intensity of diacetyl than the triglyceride shortening even though each frosting contained the same amount of diacetyl. Also, significantly more panelists said the sucrose fatty acid ester frosting displayed the diacetyl for a longer time. In addition, the sucrose fatty acid ester frosting initially displayed the diacetyl in a shorter time and had a stronger aftertaste of diacetyl.
  • Isoamyl butyrate a nonpolar flavor compound was evaluated in the triglyceride frosting and the frosting containing sucrose fatty acid esters plus triglyceride. Each frosting contained only this isoamyl butyrate flavor at a level of 86.33 ppm and was prepared in the same manner as described in Example 5a.
  • Three butter flavored frostings were prepared, one containing sucrose fatty acid ester with an octaester level of 56% and triglyceride, a second containing sucrose fatty acid ester with an octaester level of 85% and triglyceride, and a third containing only triglyceride.
  • sucrose fatty acid esters, triglycerides, and butter flavors are melted together. This mixture is then cooled in an ice bath until the mixture solidifies. Once solidified, the mixture is blended with a mixer until smooth and creamy. Add 1/2 sugar and salt and mix about 30 seconds on medium-high. Add remaining sugar and water and mix on medium-high for about one minute.
  • the frosting containing 83% octaester sucrose fatty acid ester had a greater intensity of butter flavor and a longer display of butter flavor than the frosting containing triglycerides only even though both frostings contained the same amount of butter flavor.

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  • Food Science & Technology (AREA)
  • Polymers & Plastics (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Inorganic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Molecular Biology (AREA)
  • General Preparation And Processing Of Foods (AREA)
  • Confectionery (AREA)
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  • Edible Oils And Fats (AREA)

Claims (15)

  1. Nahrungsmittel- oder Getränkezusammensetzung, welche enthält:
    (A) 5 % bis 100 % Fettphase, wobei die Fettphase umfaßt:
    (i) 5 % bis 95 % Saccharosefettsäureester, welcher wenigstens 4 Fettsäureestergruppen enthält, wobei jede Fettsäuregruppe 8 bis 22 Kohlenstoffatome hat, und wobei der Saccharosefettsäureester einen Octaestergehalt von wenigstens 75 % und eine Iodzahl zwischen 25 und 55 aufweist, und wobei der Saccharosefettsäurrester bei 100°F (37,8°C)
    (a) Nicht-Newtonsche Eigenschaften hinsichtlich des plastischen Strömens bzw. der plastischen Verformbarkeit bei 100°F (37,8°C), insbesondere einen Wert für die Fließspannung von nicht weniger als 15 N/m² (150 dyn/cm²), aber von weniger als 250 N/m² (2500 dyn/cm²) sowie eine Viskosität von nicht weniger als 15 P (1,5 Pa.s) bei 100°F (37,8°C) nach 10 min konstantem Scheren mit 10 sec⁻¹ und
    (b) eine Flüssig-/Fest-Stabilität von nicht weniger als 50 % bei 100°F (37,8°C)
    aufweist;
    (ii) wobei der Saccharosefettsäureester nicht mehr als 50 % der gesamten Nahrungsmittel- oder Getränkezusammensetzung ausmacht,
    (iii) 5 % bis 95 % Triglyceridfett; und
    (iv) 0 % bis 50 % von anderen Fettbestandteilen;
    (B) 0 % bis 95 % andere Nahrungsmittel- oder Getränkebestandteile; und
    (C) wobei die Nahrungsmittel- oder Getränkezusammensetzung polare Geschmacksstoffverbindungen oder Geschmacksstoffverbindungen von mittlerer Polarität, oder Gemische hievon, enthält, welche in Wasser wenigstens geringfügig löslich sind.
  2. Zusammensetzung nach Anspruch 1, welche 15 % bis 80 % Fettphase und 20 % bis 85 % von anderen Nahrungsmittel- oder Getränkebestandteilen enthält.
  3. Zusammensetzung nach Anspruch 2, welche 15 % bis 35 % Fettphase und 65 % bis 85 % an anderen Nahrungsmittel- oder Getränkebestandteilen enthält.
  4. Zusammensetzung nach Anspruch 1, worin die Fettphase 10 % bis 67 % an Saccharosefettsäureester und 33 % bis 90 % an Triglyceridfett umfaßt.
  5. Zusammensetzung nach Anspruch 4, worin die Fettphase 10 % bis 35 % Saccharosefettsäurrester und 65 % bis 90 % Triglyceridfett umfaßt.
  6. Zusammensetzung nach Anspruch 1, worin das Verhältnis zwischen dem Saccharosefettsäurrester und dem Triglyceridfett nicht mehr als 2:1 beträgt.
  7. Zusammensetzung nach Anspruch 6, worin das Verhältnis zwischen dem Saccharosefettsäurrester und dem Triglyceridfett nicht mehr als 1:1 beträgt.
  8. Zusammensetzung nach Anspruch 1, worin der Saccharosefettsäureester einen Gehält an Octaester von wenigstens 80 % aufweist.
  9. Zusammensetzung nach Anspruch 8, worin der Saccharosefettsäureester einen Gehalt an Octaester von wenigstens 85 % aufweist.
  10. Zusammensetzung nach Anspruch 1, worin der Saccharosefettsäureester nicht mehr als 35 % der gesamten Nahrungsmittel- oder Getränkezusammensetzung ausmacht.
  11. Zusammensetzung nach Anspruch 10, worin der Saccharosefettsäureester 3% bis 15 % der gesamten Nahrungsmittel- oder Getränkezusammensetzung ausmacht.
  12. Zusammensetzung nach Anspruch 1, worin die Geschmacksstoffverbindungen ein größeres Dipolmoment als Null haben, eine mittlere Polarität aufweisen und in Wasser wenigstens geringfügig löslich sind.
  13. Zusammensetzung nach Anspruch 12, worin die Geschmacksstoffverbindungen ein größeres Dipolmoment als Null haben, hochgradig polar sind und in Wasser wenigstens geringfügig löslich sind.
  14. Zusammensetzung nach Anspruch 1, welche zusätzlich 1 % bis 5 % eines Emulgators enthält.
  15. Zusammensetzung nach Anspruch 14, welche 1 % bis 3 % eines Emulgators enthält.
EP88200666A 1987-05-06 1988-04-29 Nahrungsmittel- oder Getränkezusammensetzung mit geänderter Geschmackszusammenstellung Expired - Lifetime EP0290065B1 (de)

Applications Claiming Priority (6)

Application Number Priority Date Filing Date Title
US4736787A 1987-05-06 1987-05-06
US47367 1987-05-06
US07/175,004 US4880657A (en) 1987-05-06 1988-04-12 Shortening compositions containing polyol polyesters
US17540688A 1988-04-13 1988-04-13
US175406 1988-04-13
US175004 1993-12-29

Publications (3)

Publication Number Publication Date
EP0290065A2 EP0290065A2 (de) 1988-11-09
EP0290065A3 EP0290065A3 (en) 1990-04-18
EP0290065B1 true EP0290065B1 (de) 1993-07-14

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EP (1) EP0290065B1 (de)
AT (1) ATE91386T1 (de)
DE (1) DE3882271T2 (de)
ES (1) ES2056897T3 (de)
HK (1) HK98896A (de)
IE (1) IE61359B1 (de)

Families Citing this family (20)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3788443T2 (de) 1986-02-20 1994-04-28 Procter & Gamble Kalorienarme Fettprodukte, die die laxierenden Nebeneffekte ausschliessen.
US5158796A (en) * 1986-02-20 1992-10-27 The Procter & Gamble Company Polyol fatty acid polyester compositions with improved taste
US4940601A (en) * 1987-05-06 1990-07-10 The Procter & Gamble Company Sucrose fatty acid ester compositions and shortenings and margarines made therefrom
US4960602A (en) * 1987-05-06 1990-10-02 The Procter & Gamble Company Food or beverage compositions with altered flavored display
EP0354600B1 (de) * 1988-08-11 1993-09-08 Unilever N.V. Essbare, Fettenthaltende Zusammensetzung und Verfahren zu ihrer Herstellung
EP0377237A3 (de) * 1988-12-21 1990-07-25 Unilever N.V. Kalorienarme Konditorwaren
US4919964A (en) * 1988-12-22 1990-04-24 The Procter & Gamble Company Shelf stable, highly aerated reduced calorie food products
DE68910299T2 (de) * 1988-12-23 1994-02-24 Unilever Nv Brotaufstrich.
DE69008002T2 (de) * 1989-02-17 1994-07-28 Unilever Nv Essbare, Fett enthaltende Zusammensetzungen.
EP0415464A3 (en) * 1989-06-30 1992-03-11 Unilever Nv Edible fat-containing products containing carotenoids
EP0410507A3 (en) * 1989-07-25 1991-10-02 Unilever Nv Aerated fat-continuous compositions
ATE143568T1 (de) * 1989-07-25 1996-10-15 Unilever Nv Füllungszusammensetzung für konfekt
GB8919586D0 (en) * 1989-08-30 1989-10-11 Unilever Plc Improvements relating to spreads
US5084295A (en) * 1990-02-02 1992-01-28 The Procter & Gamble Company Process for making low calorie fat-containing frozen dessert products having smooth, creamy, nongritty mouthfeel
US5306516A (en) * 1990-04-26 1994-04-26 The Procter & Gamble Company Shortening compositions containing polyol fatty acid polyesters
KR0168681B1 (ko) * 1990-04-26 1998-12-01 제이코버스 코넬리스 레이서 보다 적은 왁스성 및 개선된 풍미를 갖는 감자 칩과 같은 저수분 지방-함유 식품
US5306515A (en) * 1990-04-26 1994-04-26 The Procter & Gamble Company Reduced calorie pourable shortening, cooking oils, salad oils or like compositions
US5085884A (en) * 1990-04-26 1992-02-04 The Procter & Gamble Company Reduced calorie potato chips and other low moisture fat-containing foods having less waxiness and improved flavor display
US5486372A (en) * 1994-03-08 1996-01-23 Kraft Foods, Inc. Frozen dairy product containing polyol polyesters
ES2254326T3 (es) * 2001-10-18 2006-06-16 Tokukura Co., Ltd. Guarnicion de confiteria con excelente tolerancia a las grasas.

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4241054A (en) * 1978-12-08 1980-12-23 The Procter & Gamble Company Detoxifying lipophilic toxins
US4626441B1 (en) * 1983-10-06 1991-02-19 Dietetic frozen desserts containing aspartame
DE3788661T2 (de) * 1986-02-20 1994-05-19 Procter & Gamble Kalorienarme Fettprodukte mit verbessertem Geschmack.
EP0236288B1 (de) * 1986-02-20 1993-12-15 The Procter & Gamble Company Kalorienarme Fettprodukte, die die laxierenden Nebeneffekte ausschliessen
EP0271963B1 (de) * 1986-12-19 1993-07-21 The Procter & Gamble Company Nährzusammenstellung mit höherem Blutcholesterol herabsetzenden Eigenschaften

Also Published As

Publication number Publication date
IE881354L (en) 1988-11-06
ES2056897T3 (es) 1994-10-16
DE3882271T2 (de) 1993-11-25
IE61359B1 (en) 1994-11-02
ATE91386T1 (de) 1993-07-15
HK98896A (en) 1996-06-14
EP0290065A2 (de) 1988-11-09
DE3882271D1 (de) 1993-08-19
EP0290065A3 (en) 1990-04-18

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